(2,2'-bipyridine)Cu(SCF3)

Base Information

• Chemical Name: (2,2'-bipyridine)Cu(SCF3)
• CAS No.: 1413732-47-4
• Molecular Formula: C₁₁H₈CuF₃N₂S
• Molecular Weight: 320.805
• Hs Code.: 2930909899
• Mol file: 1413732-47-4.mol

Synonyms:(2,2'-bipyride-kN₁,kN₁')(1,1,1-trifluoromethanethiolato-kS)-copper

Chemical Property of (2,2'-bipyridine)Cu(SCF3)

Chemical Property:

• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: air sensitive, moisture sensitiv

Purity/Quality:

97% ^*data from raw suppliers

Trifluoromethylthiolato(2,2-bipyridine)copper(I), 97% ^*data from reagent suppliers

Safty Information:

• Statements: 21/22-36/38
• Safety Statements: 26-36/37-60

MSDS Files:

Useful:

• Uses: Novel, air-stable copper reagent for trifluoromethylthiolation of aryl halides.

Technology Process of (2,2'-bipyridine)Cu(SCF3)

There total 2 articles about (2,2'-bipyridine)Cu(SCF3) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 44.0%

sulfur (10544-50-0) + [2,2]bipyridinyl (366-18-7) + copper (II)-fluoride + (trifluoromethyl)trimethylsilane (81290-20-2) → (2,2'-bipyride-kN1,kN1')(1,1,1-trifluoromethanethiolato-kS)-copper (1413732-47-4)

Guidance literature:

sulfur; copper (II)-fluoride; (trifluoromethyl)trimethylsilane; In acetonitrile; at 80 ℃; for 10h; Schlenk technique; Sealed tube;

[2,2]bipyridinyl; In acetonitrile; at -25 ℃; for 24h; Inert atmosphere;

DOI:10.1002/anie.201208432

Reference yield:

[2,2]bipyridinyl (366-18-7) + Copper(I) trifluoromethanethiolate (3872-23-9) → (2,2'-bipyride-kN1,kN1')(1,1,1-trifluoromethanethiolato-kS)-copper (1413732-47-4)

Guidance literature:

In diethyl ether; at -25 ℃;

DOI:10.1002/chem.201504790

Reference yield: 93.0%

(2,2'-bipyride-kN1,kN1')(1,1,1-trifluoromethanethiolato-kS)-copper (1413732-47-4) + [4-(tert-butoxycarbonylamino)phenyl]boronic acid (380430-49-9) → tert-butyl N-{4-[(trifluoromethyl)sulfanyl]phenyl}carbamate (1333415-86-3)

Guidance literature:

With oxygen; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 1h;

DOI:10.1016/j.jfluchem.2017.01.007

upstream raw materials:

sulfur

[2,2]bipyridinyl

(trifluoromethyl)trimethylsilane

Copper(I) trifluoromethanethiolate

Downstream raw materials:

1-tert-butyl-4-[(trifluoromethyl)sulfanyl]benzene

4-trifluoromethylthiotoluene

[1,1′-biphenyl]-4-yl(trifluoromethyl)sulfane

1-{4-[(trifluoromethyl)sulfanyl]phenyl}ethan-1-one

Refernces

• 1、 -. "PESTICIDALLY ACTIVE POLYCYCLIC DERIVATIVES WITH SULFUR CONTAINING SUBSTITUENTS". Page/Page column 47. . Retrieved 2016/07/27.
• 2、 Zhang, Yunxiao,Gan, Kangji,Weng, Zhiqiang. "Development of Multigram Scale Synthesis of Trifluoromethylthiolating Reagent: (bpy)CuSCF3". . p. 799 - 802. Retrieved 2016/05/19.